S3572

Stevioside hydrate

from Stevia sp., ≥98% (HPLC), powder, p-aminohippurate transepithelial transport inhibitor

• Synonym(s): (4α-13-[(2-O-β-D-Glucopyranosyl-β-D-glucopyranosyl)oxy]kaur-16-en-18-oic acid β-D-glucopyranosyl ester
• Empirical Formula (Hill Notation): C₃₈H₆₀O₁₈ · xH₂O
• CAS Number: 57817-89-7
• Molecular Weight: 804.87 (anhydrous basis)
• UNSPSC Code: 12352200
• PubChem Substance ID: 329824534
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Product Name: Stevioside hydrate, ≥98% (HPLC)
• biological source: Stevia sp.
• assay: ≥98% (HPLC)
• form: powder
• color: white
• solubility: DMSO: 25 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: O.C[C@@]12CCC[C@](C)(C1CC[C@]34CC(=C)[C@](CCC23)(C4)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C(=O)O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O
• InChI: 1S/C38H60O18.H2O/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(50)55-32-29(49)26(46)23(43)18(13-40)52-32)21(37)6-10-38(16,15-37)56-33-30(27(47)24(44)19(14-41)53-33)54-31-28(48)25(45)22(42)17(12-39)51-31;/h17-33,39-49H,1,4-15H2,2-3H3;1H2/t17-,18-,19-,20+,21+,22-,23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33+,35-,36-,37-,38+;/m1./s1
• InChI key: FVECWZKNZGXJJO-QMYNVHDOSA-N

Description

Application

Stevioside-induced ROS-mediated apoptosis was studied in human breast cancer cells.[1]

Stevioside hydrate has been used as a standard in high performance liquid chromatography (HPLC) for quantification of steviol glycosides.

Biochem/physiol Actions

Stevioside is a noncaloric natural sweetener, 300 times more potent than sucrose.

Stevioside is a noncaloric natural sweetener, 300 times more potent than sucrose. It inhibits transepithelial transport of p-aminohippurate (PAH) by interfering with the organic anion transport system. At 0.5-1 mM, it showed no interaction with any organic anion transporters (OAT).

Stevioside reportedly has genotoxic effects in cultured mammalian cells.[2][3][4]

Stevioside hydrate is a diterpene glycoside present in Stevia sp.

Preparation Note

Stevioside solutions should be prepared in DMSO. Highly pure stevioside has very poor water solubility.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves